Hypoiodite-mediated catalytic cyclopropanation of alkenes with malononitrile

Akira Yoshimura, T. Nicholas Jones, Mekhman S. Yusubov, Viktor V. Zhdankina

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23 Scopus citations


An efficient synthetic procedure for di-cyano-cyclopropanation of alkenes using catalytic amounts of molecular iodine as a precatalyst and tert-butyl hydroperoxide (TBHP) as a terminal oxidant under mild conditions has been developed. This catalytic reaction works especially well for the aryl-substituted double bond affording products of cyclopropanation in high yields. A catalytic cycle based on the generated in situ hypoiodite species has been proposed,.

Original languageEnglish (US)
Pages (from-to)3336-3340
Number of pages5
JournalAdvanced Synthesis and Catalysis
Issue number16
StatePublished - Sep 21 2014

Bibliographical note

Publisher Copyright:
©2014 Wiley-VCH Verlag GmbH&Co. KGaA, Weinheim.


  • Cyclopropanation
  • Hypoiodite
  • Iodine
  • Organocatalysis
  • Oxidation


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